4 Bedroom Homes for Sale in Kissimmee, FL

4 Beds ⋅ 4 Baths ⋅ Happy Trails Units 1 & 2 Unrec SubDv. ⋅ 34747 Zip Code

Custom-Built 2024 Private 5-Acre Estate. High & Dry in Gated Happy Trails. Welcome to a rare opportunity to own this exceptional estate situated on 5 pristine high-and-dry acres, one of the highest elevations within the community. Positioned on a desirable corner lot with dual gated entrances, the property offers enhanced accessibility, privacy, and flexibility for a variety of uses. Ideally located just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect balance of luxury, privacy, and convenience with no HOA. A long, elegant private driveway leads to this impressive residence featuring 4 bedrooms, 3.5 bathrooms, an oversized 3-car garage with EV charging outlet, and a thoughtfully designed open-concept modern floor plan with expansive living spaces throughout. Step inside to experience soaring 14-foot ceilings throughout the entire home, enhanced by tray ceilings in the dining room, living room, and primary suite, along with a striking 16-foot cathedral ceiling in the designer kitchen, creating a bright and dramatic architectural presence. The gourmet kitchen is a true centerpiece, showcasing an oversized island with Italian granite, extensive custom cabinetry, a hidden oversized walk-in pantry, and a seamless connection to the main living and dining areas, ideal for both everyday living and entertaining. The elegant dining room features a stunning double glass-door wine display, while a beautifully designed wet bar with wine cooler adds both style and functionality. The spacious living area is anchored by a modern built-in electric fireplace with custom finishes. The breakfast area is framed by oversized picture windows, offering beautiful views of mature oak trees and the natural landscape, creating a serene, park-like setting. The luxurious primary suite offers a spa-inspired bathroom featuring a freestanding soaking tub positioned beneath a large picture window, a walk-in glass shower, and refined finishes that create a true retreat experience. All additional bedrooms are generously sized and designed for comfort and privacy. Outdoor living is equally impressive, featuring a covered lanai with a fully equipped outdoor kitchen, extensive paved areas, and expansive open acreage surrounded by beautiful mature trees. Zoned for horses, the property offers ample room for a barn, workshop, RV storage, or future additions. Additional features include double-glazed energy-efficient windows, premium modern motorized blinds throughout the entire home, large sliding glass doors, a private water well eliminating monthly water costs, and a seven-zone irrigation system.

8398 Happy Trail, Kissimmee

$1,850,000

4 Beds ⋅ 3 Baths ⋅ South Semoran Farms Un 2 Unrec SubDv. ⋅ 34744 Zip Code

This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water sports pool with a spa and heater. In the kitchen you'll find a dinette area and a kitchen island. It has Level 4 Granite countertops and custom hickory kitchen cabinets. The kitchen has a breakfast bar with seating for 8. The main house has been updated with double pane windows, new plumbing, new water softener, water heater, real wood floors, Italian Porcelain tile, custom blinds, French doors, custom crown & molding, custom toilet and porcelain tub in the Master bath, and seamless gutters with leaf guards. The septic drain field was replaced in 2016 and the roof on both homes are only 7 years old. The Guest House has custom hickory kitchen cabinets with granite countertops, custom blinds, and custom crown and base molding. The property has a Swan security system with cameras and a monitor. The fire alarm system is connected to both homes so if one goes off they all go off. It has a 2 car garage with a new garage door opener and camera. There is a stand alone 12x20 carport, 10x20 small shed, 12x24 large shed with AC, and a 20x32 Big Shop. The property is beautifully landscaped with lots of fruit trees including Mango, Papaya, Peach, Pomegranate and Star Fruit. The property behind the home and across the front is fenced with chain link, and it has an electric gate at the entrance. It also has a cross fence behind the home so there's plenty of room for your animals. Perfect location to everything, only 8.5 miles to the Orlando Airport, 6.5 miles to Lake Nona, 8.7 miles to the FL Turnpike, and Austin Tindall Park is right across the street. All measurements are approximate.

4147 Boggy Creek Road, Kissimmee

$1,799,990

4 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code

Virtually Staged. Located at 7394 Gathering Court within the exclusive gates of Reunion Resort, this brand-new contemporary estate captures sweeping views of the renowned Watson Golf Course and delivers an elevated standard of resort-style living. A grand circular paver driveway and custom iron double doors set the tone, opening to a gallery-style foyer illuminated by tiered gold-and-crystal chandeliers and complemented by wood-look porcelain tile throughout. The dramatic great room showcases soaring 16-foot vaulted ceilings with coffered detailing and expansive impact-resistant windows that frame the lush fairways like artwork. Designed for both beauty and performance, the chef’s kitchen features solid wood custom cabinetry, a bold navy statement island topped with 3-inch mitered quartz, professional-grade appliances including a gas range, and a hidden walk-in pantry that preserves a clean, modern aesthetic. The main-level primary suite offers a private retreat with tray ceilings, custom walk-in closets, and a spa-inspired zero-entry shower with frameless glass and designer finishes. A rare highlight is the fully self-contained private-entry apartment complete with its own balcony, walk-in shower, and dedicated laundry, ideal for guests, multigenerational living, a private office, or added flexibility. Expansive accordion doors create seamless indoor-outdoor flow to the extended paver patio and custom summer kitchen, perfectly positioned to enjoy tranquil golf course views. Additional features include an epoxy-finished garage, oversized laundry room with custom cabinetry and sink with access to world-class amenities including multiple resort pools, fitness facilities, 24-hour guard-gated security, with HOA-covered internet, cable, and lawn care for effortless living. This exceptional residence blends architectural artistry with the ease and elegance of everyday luxury.

7394 Gathering Court, Reunion

$1,444,555

4 Beds ⋅ 4 Baths ⋅ Celebration East Village Unit 1 SubDv. ⋅ 34747 Zip Code

You’ve worked hard to reach this stage of life. Now you’re looking for a home that gives you more freedom—not another renovation project. At 816 Runner Oak Street, you’ll find beautifully updated living spaces, peaceful conservation views, a private pool, and the flexibility of dual primary suites—all just minutes from the shops, restaurants, and events that make Celebration one of Florida’s most beloved communities. This isn’t simply a beautiful house—it’s the lifestyle you’ve been searching for. PRIMARY SUITE ON THE FIRST FLOOR - no other floor plan like it in Disney’s town of Celebration — a true Fairytale Home that has been completely reimagined from the inside out. Backing to peaceful conservation and surrounded by shaded walking paths with some leading to downtown Celebration, this fully renovated residence offers a rare blend of luxury, functionality, and thoughtful design. Walls were moved, space was reconfigured, an additional primary bathroom was added, and a second primary suite was created, resulting in a floor plan not found elsewhere in Celebration Florida - the town that Disney built. With 4 bedrooms, a potential 5th bedroom, three full baths, and one half bath, this home offers the flexibility today's families desire. A truly rare feature is the presence of both first-floor and second-floor primary suites. The upstairs primary retreat includes a massive custom closet, spa-inspired bathroom with multi-jet soaking tub, custom towel shelving, and a shower system that allows you to enjoy your favorite music while getting ready for the day. The first-floor primary suite enjoys pool and conservation views with direct access through double doors to the screened lanai. Designed with the guidance of acclaimed interior designer Kim Keaton, the home showcases double crown moldings, deep baseboards, plantation shutters, soaring ceilings, custom wrought iron stair railings, and countless luxury finishes throughout. The chef's kitchen is nothing short of spectacular, featuring a massive island, custom double-stacked cabinetry, professional-grade sink system with specialty wine glass rinsing station, two separate pull-out trash cabinets, two separate utensil drawers, specialty dinnerware peg system and a beautifully designed kitchen pantry with deep, solid built-in shelving. The family room centers around a cozy fireplace and opens seamlessly through double French doors to the screened pool and spa area, where privacy screens and tranquil conservation views create your own private oasis. During Florida's cooler months, open the doors and enjoy the soothing sounds of the waterfall while blending indoor and outdoor living. Adding even more versatility, you'll discover a charming flex room perfect for a home gym, playroom, office, or hobby space. A custom-carved Tree of Life barn door introduces a room that can function as an elegant dining room or your own private YouTube studio. Additional highlights include wall-mounted and ceiling-mounted televisions, a true laundry room with an innovative pass-through window connecting directly to the upstairs closet, a pre-plumbed space for a future second laundry area downstairs, tankless water heaters, newer HVAC system, countless custom details, and a transferable home warranty. With a private conservation backdrop, resort-style pool and spa, luxurious dual primary suites, and a location that places Celebration's charming downtown just a leisurely stroll away, this is more than a home.

816 Runner Oak Street, Celebration

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Celebration West Village SubDv. ⋅ 34747 Zip Code

Tenants occupied till Dec 31, 2026! Please call to make an appointment for showing! LOCATION!!! One of the best opportunities to buy a charming Golf front and Pond view home in West Village! (Please note that some photos are virtually staged!) This amazing single family home features 4 bedrooms and 3.5 baths, 2 car detached garage! Both floors have a beautiful, spacious balcony! It offers a spacious master suite on 1st floor! Wonderful floor plan with plenty of space to relax. Office/Den and formal dining area in front rooms. 3 Guest rooms upstairs w/french doors open to a front porch. Light and bright kitchen opens to family room with a beautiful fireplace. Sit and enjoy the amazing views and sunsets on your double porches. Walking distance to school, parks and downtown shops. This exquisite home is located on a beautiful tree lined street overlooking Celebration's Premier Golf Course. Very private and plenty of room for a pool! You'll love this fantastic David Weekley's Treemont floorplan-one of the Celebration's most popular floorplan! A retreat area is located upstairs for extra space. Lots of windows. Vaulted Ceilings. 2 car detached garage with an accomodating driveway for plenty of parking. Great home for entertaining. This home is beautiful and ready for you and your family. Schedule your showing today! Please click Virtual Tour Link to view 3D tour and a video tour.

934 Westpark Drive, Celebration

$1,079,900

4 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code

Welcome to one of the most exceptional homes in Island Village at Celebration, FL. Located in Phase One (the closest area to downtown Island Village). This spectacular Hilton Head model by Mattamy Homes sits on one of the community’s premium waterfront home-sites and offers approximately 2,800 square feet of beautifully designed living space, nearly 4,100 total square feet, 4 Bedrooms, one Flex Room, 2.5 Bathrooms, and an impressive collection of luxury builder and owner upgrades. From the moment you arrive, you’ll appreciate the oversized premium lot, breathtaking water views, and outstanding curb appeal. Inside, the thoughtfully designed open floor plan is filled with natural light and showcases wide-plank wood flooring throughout with no carpet, soaring 8-foot interior doors, a tray ceiling in the owner’s suite, elegant iron stair balusters, upgraded baseboards, custom window treatments, and designer finishes throughout. The gourmet chef’s kitchen is the heart of the home, featuring premium cabinetry with crown molding, quartz countertops, a farmhouse sink, built-in refrigerator enclosure, double ovens, designer gold hardware, upgraded lighting, and an expansive island that seamlessly connects to the spacious great room, perfect for entertaining. The first floor Flex Room with French doors provides the ideal home office, study, or playroom. Upstairs, the luxurious owner’s suite offers a spa-inspired bath with upgraded cabinetry, matte elegant fixtures, an upgraded shower enclosure, and generous closet space. Designed for today’s lifestyle, this home also includes an Oversized 2 -car garage, epoxy flooring and additional storage, an electric vehicle charging outlet, sound insulation between interior walls, pre-plumbing for a future outdoor kitchen, media wiring , additional electrical upgrades, seamless gutters, and countless thoughtful enhancements selected during construction. Step outside to enjoy tranquil water views and the privacy of one of Celebration’s most desirable homesites. Whether you’re enjoying your morning coffee or entertaining family and friends, the outdoor living space provides the perfect Florida lifestyle. Located in the award-winning community of Celebration, residents enjoy resort-style amenities, scenic walking and biking trails, community pools, parks, playgrounds, fitness facilities, and convenient access to Disney, major highways, shopping, dining, and Orlando’s world-class attractions. This is more than a home, “it’s one of Island Village’s finest opportunities”. Luxury, location, and lifestyle come together in this truly remarkable residence. Call today to schedule a private tour.

7565 Estuary Lake Loop, Celebration

$995,000

4 Beds ⋅ 4 Baths ⋅ Celebration East Village Un 3 SubDv. ⋅ 34747 Zip Code

Here's your opportunity to own a beautifully updated, income-generating home in the highly sought-after East Village of Celebration. Nestled on a quiet cul-de-sac overlooking a scenic park, this exceptional 4-bedroom, 3.5-bath residence (including the garage apartment) with a detached 2-car garage and private one bedroom garage apartment offers the perfect blend of comfort, style, and investment potential. Step inside to an open, inviting floor plan featuring Pergo waterproof flooring throughout the main level. The beautifully remodeled kitchen is the heart of the home, showcasing elegant quartz countertops, updated cabinetry, and modern finishes that make everyday living and entertaining effortless. A convenient built-in drop zone keeps everything organized, while the renovated powder bath (2022) adds a fresh designer touch. Major updates include a new roof (2021), A/C (2018), privacy fence, and updated landscaping, providing peace of mind for years to come. Enjoy Florida living outdoors on the charming brick patio overlooking the tranquil park setting, creating the perfect backdrop for morning coffee, evening gatherings, or simply relaxing in your own backyard. Whether you continue leasing the garage apartment for supplemental income, use it as a private guest suite, home office, or space for extended family, this versatile apartment adds tremendous value and flexibility. Celebration, originally developed by Disney, is one of Central Florida's most sought-after communities, known for its timeless architecture, tree-lined streets, welcoming front porches, and vibrant small-town atmosphere. Residents enjoy more than 26 miles of walking and biking trails, multiple community pools, parks, playgrounds, sports courts, and a lively downtown filled with locally owned restaurants, boutiques, cafés, and year-round community events. This home is approximately a 1.5-mile walk to Downtown Celebration, making it easy to enjoy weekend farmers markets, holiday festivities, lakeside dining, and everything this charming community has to offer. Conveniently located just minutes from Walt Disney World, championship golf, major highways, Orlando International Airport, and world-class shopping, dining, and entertainment, this home offers the perfect balance of peaceful community living and easy access to all that Central Florida has to offer. With tasteful updates, a premium East Village location, scenic park views, and an income-producing garage apartment, this is a rare opportunity to own one of Celebration's most desirable properties.

1102 Goldenaster Court, Celebration

$990,000

4 Beds ⋅ 3 Baths ⋅ Happy Trails Unit 3 Unrec SubDv. ⋅ 34747 Zip Code

Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.

2477 Thacker Trail, Kissimmee

$987,990

4 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code

Under Construction. Upgraded Marathon with Gourmet Kitchen & Extended Lanai in Celebration, FL Experience the perfect blend of luxury and modern living in this upgraded Marathon two-story home featuring 4 bedrooms, 2.5 bathrooms, and a study. The gourmet kitchen boasts a morning kitchen for extra prep and storage, ideal for entertaining. The open-concept layout flows seamlessly to an extended lanai, creating the ultimate indoor-outdoor living space. The primary suite is a true retreat, complete with a tray ceiling, oversized walk-in closet, and a spa-inspired Super Shower. Additional bedrooms offer flexible living options, and a second-floor balcony provides a quiet, relaxing escape. Located in Celebration, FL, enjoy a walkable, family-friendly community with top-rated schools, scenic lakes, vibrant dining, and year-round events—perfect for modern Florida living.

2511 Celebration Boulevard, Celebration

$982,000

4 Beds ⋅ 3 Baths ⋅ Four Seasons At Orlando Ph 3c & 3d SubDv. ⋅ 34747 Zip Code

SPECIAL SUMMER OFFER! Imagine arriving at closing with nothing more than your suitcase, then stepping into a professionally furnished luxury home where nearly everything is already in place. FOR A LIMITED TIME, nearly $100,000 in professionally curated designer furnishings, premium appliances, high-end electronics, outdoor furnishings, pool accessories, and garage organization are included with an acceptable offer. Simply unpack, relax, and begin enjoying the resort lifestyle from day one. Welcome to 2159 Limestone Trail, an exceptional single-story 4-bedroom, 3-bath home offering more than 2,500 square feet of beautifully designed living space in the premier guard-gated 55+ community of Four Seasons at Orlando. This highly desirable Next Generation floor plan was designed with both everyday comfort and flexibility in mind. The private suite offers endless possibilities for visiting family, long-term guests, a private home office, hobby room, or whatever best fits your lifestyle. The true showstopper is the spectacular backyard. With more than $300,000 in custom improvements, this private outdoor retreat was designed for year-round enjoyment. The stunning custom pool (completed in November 2025) and luxurious spa (added in August 2025) are surrounded by an expansive covered lanai, elegant paver decking, lush tropical landscaping, and an exceptional level of privacy rarely found within the community. Whether entertaining friends, enjoying your morning coffee, or unwinding beneath a Florida sunset, this backyard feels like your own private resort. Inside, the open-concept layout features generous living and dining spaces, a beautifully appointed gourmet kitchen, and comfortable accommodations for family and guests. Every space has been thoughtfully designed to combine everyday functionality with timeless style. The AIR-CODITIONED garage is another standout feature, complete with extensive storage, ceiling-mounted racks, and a dedicated workspace that’s perfect for hobbies, projects, or keeping everything organized. If you’ve been searching for a truly turnkey luxury home that stands apart from the rest, this is it. Between the sought-after Next Generation floor plan, resort-style backyard, nearly $100,000 in included furnishings and accessories, and one of the finest locations within Four Seasons at Orlando, 2159 Limestone Trail offers a lifestyle that’s every bit as extraordinary as the home itself. Don’t miss this rare turnkey opportunity! Contact me today to schedule your private showing!

2159 Limestone Trail, Kissimmee

$979,000

4 Beds ⋅ 4 Baths ⋅ Spring Park Townhomes SubDv. ⋅ 34747 Zip Code

Welcome to the heart of Celebration, Florida! This stunning, fully remodeled 3-story townhome offers the ultimate blend of modern luxury and convenience, located just steps from vibrant community pools, parks, trails & Downtown. The main level boasts a spacious, open floor plan with a chef’s kitchen featuring a breakfast nook, additional seating, and seamless flow into a bright living area. Upstairs, the second floor hosts two secondary bedrooms and a luxurious master suite, complete with a modern en-suite bath, & custom walk-in closet. The massive, 800 sq. ft. third-floor offers a multi-generational suite has endless flexibility and features its own living room, wet bar, and private bedroom and bathroom as well as a custom closet. Outside, enjoy a charming private patio and a 2-car garage with WiFi-enabled doors and a fully decked attic for ample storage. In addition to the modern remodel on the townhome you will also find, upgraded windows have been installed, newer AC units installed, and a energy-efficient hybrid water heater. This turnkey home is a dream come true!

1206 Celebration Avenue, Celebration

$950,000

4 Beds ⋅ 4 Baths ⋅ Celebration North Village Unit 5 SubDv. ⋅ 34747 Zip Code

Welcome to 185 Longview Avenue, an exceptionally upgraded residence located in the highly desirable Celebration North Village community of Celebration, Florida. Perfectly positioned on a charming corner lot, this beautifully curated 4-bedroom, 3 full bath, 1 half bath home offers 2,035 heated square feet and 2,404 total square feet of elevated living with timeless curb appeal, designer finishes, and a level of refinement rarely found in this price point. From the moment you arrive, the home makes an unforgettable first impression with classic Celebration architecture, a full-width covered front porch, white picket fencing, mature landscaping, blooming crepe myrtles, and a picturesque tree-lined street setting. The premium corner-lot placement enhances the home’s presence, natural light, and sense of privacy while capturing the storybook charm Celebration is known for. Inside, the home has been thoughtfully transformed with a sophisticated modern-luxury aesthetic. Wide plank flooring flows throughout the main living spaces, complemented by crisp neutral walls, substantial baseboards, crown molding, upgraded trim details, designer lighting, recessed lighting, custom window treatments, upgraded interior doors, black hardware accents, and beautiful accent lighting throughout the home that creates a warm, polished, and elevated atmosphere. The open-concept living area is both elegant and functional, offering a seamless connection between the family room, dining area, and kitchen. Expansive windows fill the home with natural light, while the upgraded lighting package and clean architectural lines give the space a refined, high-end feel. A separate flex room provides valuable additional space ideal for a home office, study, playroom, fitness space, media room, or guest overflow, giving the layout the versatility today’s buyers are searching for. The kitchen is a true showpiece, designed with both everyday living and entertaining in mind. Featuring white shaker-style cabinetry, crown-detailed upper cabinets, quartz-style countertops, a dramatic waterfall island, stainless steel appliances, designer backsplash, upgraded fixtures, glass-front display cabinetry, wine glass storage, generous counter space, and bar seating, this space delivers the elevated kitchen experience expected in a luxury Celebration home. Additional designer touches include sliding barn doors, custom millwork-inspired details, a stylish beverage station with built-in storage, cohesive finishes throughout, and a bright neutral palette that feels fresh, timeless, and move-in ready. Every detail has been selected to create a home that feels intentional, curated, and far beyond builder-basic. With 4 bedrooms, 3.5 bathrooms, a flex room, multiple living and dining spaces, and a highly functional layout, this home offers flexibility for full-time living, guests, remote work, or multigenerational needs. The home also features an EV charger, adding modern convenience and additional value for today’s lifestyle. Located in Celebration North Village, residents enjoy one of Central Florida’s most iconic and desirable master-planned communities, known for its charming architecture, walkable lifestyle, parks, trails, community amenities, dining, shopping, events, and close proximity to Walt Disney World, major highways, Orlando attractions, and everyday conveniences.

185 Longview Avenue, Kissimmee

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